#------------------------------------------------------------------------------
#$Date: 2016-02-16 22:30:59 +0200 (Tue, 16 Feb 2016) $
#$Revision: 176467 $
#$URL: svn://www.crystallography.net/cod/cif/4/31/00/4310041.cif $
#------------------------------------------------------------------------------
#
# This file is available in the Crystallography Open Database (COD),
# http://www.crystallography.net/
#
# All data on this site have been placed in the public domain by the
# contributors.
#
data_4310041
loop_
_publ_author_name
'Philip J. Bailey'
'Alice Dawson'
'Chiara McCormack'
'Stephen A. Moggach'
'Iain D. H. Oswald'
'Simon Parsons'
'David W. H. Rankin'
'Andrew Turner'
_publ_section_title
;
Barriers to Racemization in C3-Symmetric Complexes Containing the
Hydrotris(2-mercapto-1-ethylimidazolyl)borate (TmEt) Ligand
;
_journal_name_full               'Inorganic Chemistry'
_journal_page_first              8884
_journal_page_last               8898
_journal_paper_doi               10.1021/ic0505293
_journal_volume                  44
_journal_year                    2005
_chemical_compound_source
;
?
;
_chemical_formula_moiety         ' C15 H22 B Br Cd N6 S3, C4 H8 O '
_chemical_formula_sum            'C19 H30 B Br Cd N6 O S3'
_chemical_formula_weight         657.80
_space_group_IT_number           2
_symmetry_cell_setting           triclinic
_symmetry_space_group_name_Hall  '-P 1'
_symmetry_space_group_name_H-M   'P -1'
_atom_sites_solution_hydrogens   geom
_atom_sites_solution_primary     Patterson
_audit_creation_date             03-14-08
_audit_creation_method           CRYSTALS_ver_12-03-99
_cell_angle_alpha                105.337(2)
_cell_angle_beta                 92.140(2)
_cell_angle_gamma                93.245(2)
_cell_formula_units_Z            2
_cell_length_a                   9.6512(3)
_cell_length_b                   9.8621(3)
_cell_length_c                   14.5689(5)
_cell_measurement_reflns_used    0
_cell_measurement_temperature    150
_cell_measurement_theta_max      0
_cell_measurement_theta_min      0
_cell_volume                     1333.18(8)
_computing_cell_refinement
; 
 SAINT (Siemens ,1995) 
;
_computing_data_collection
; 
 SMART (Siemens, 1993) 
;
_computing_data_reduction
; 
 SAINT (Siemens ,1995) 
;
_computing_molecular_graphics
; 
 CAMERON (Watkin et al 1996) 
;
_computing_publication_material
; 
 CRYSTALS (Watkin et al 2001) 
;
_computing_structure_refinement
; 
 CRYSTALS (Watkin et al 2001) 
;
_computing_structure_solution
; 
 DIRDIF-96 (Beurskens et al 1996) 
;
_diffrn_ambient_temperature      150
_diffrn_measured_fraction_theta_full 0.995
_diffrn_measured_fraction_theta_max 0.894
_diffrn_measurement_device_type
; 
Bruker SMART 
;
_diffrn_measurement_method       'φ & ω scans'
_diffrn_radiation_monochromator  graphite
_diffrn_radiation_type           'Mo K\a'
_diffrn_radiation_wavelength     0.71073
_diffrn_reflns_av_R_equivalents  0.02
_diffrn_reflns_limit_h_max       13
_diffrn_reflns_limit_h_min       -13
_diffrn_reflns_limit_k_max       11
_diffrn_reflns_limit_k_min       -13
_diffrn_reflns_limit_l_max       20
_diffrn_reflns_limit_l_min       -16
_diffrn_reflns_number            19661
_diffrn_reflns_theta_full        25.354
_diffrn_reflns_theta_max         30.547
_diffrn_reflns_theta_min         1.451
_diffrn_standards_decay_%        0.00
_diffrn_standards_interval_count 0
_diffrn_standards_interval_time  0
_diffrn_standards_number         0
_exptl_absorpt_coefficient_mu    2.576
_exptl_absorpt_correction_T_max  0.32
_exptl_absorpt_correction_T_min  0.23
_exptl_absorpt_correction_type   multi-scan
_exptl_absorpt_process_details
; 
 SADABS (Siemens, 1996) 
;
_exptl_crystal_colour            ' colourless '
_exptl_crystal_density_diffrn    1.639
_exptl_crystal_description       ' block '
_exptl_crystal_F_000             660.000
_exptl_crystal_size_max          0.57
_exptl_crystal_size_mid          0.44
_exptl_crystal_size_min          0.33
_refine_diff_density_max         0.57
_refine_diff_density_min         -0.39
_refine_ls_extinction_method     None
_refine_ls_goodness_of_fit_ref   0.9987
_refine_ls_hydrogen_treatment    mixed
_refine_ls_matrix_type           full
_refine_ls_number_parameters     293
_refine_ls_number_reflns         7272
_refine_ls_number_restraints     0
_refine_ls_R_factor_all          0.0295
_refine_ls_R_factor_gt           0.0243
_refine_ls_shift/su_max          0.001480
_refine_ls_structure_factor_coef F
_refine_ls_weighting_details
;
 p=P(6)*max(Fo^2,0) + (1-P(6))Fc^2 
 Method = SHELXL 97 (Sheldrick, 1997) 
 W = 1. / [Sigma^2(F*)+(P(1)p)^2+P(2)p+P(4)+P(5)Sin(theta) ] 
 P(i) are: 
 0.00 0.547E-02 0.00 0.00 0.00 0.333 
;
_refine_ls_weighting_scheme      calc
_refine_ls_wR_factor_all         0.0330
_refine_ls_wR_factor_gt          0.0310
_refine_ls_wR_factor_ref         0.0330
_reflns_limit_h_max              13
_reflns_limit_h_min              -13
_reflns_limit_k_max              13
_reflns_limit_k_min              -13
_reflns_limit_l_max              20
_reflns_limit_l_min              0
_reflns_number_gt                6359
_reflns_number_total             7292
_reflns_threshold_expression     I>2.00u(I)
_cod_data_source_file            ic0505293si20050817_061150_2.cif
_cod_data_source_block           cm1151
_cod_depositor_comments
;
The following automatic conversions were performed:
'_symmetry_cell_setting' value 'Triclinic' changed to 'triclinic'
according to '/home/saulius/struct/CIF-dictionaries/cif_core.dic'
dictionary named 'cif_core.dic' version 2.4.1 from 2010-06-29.

Automatic conversion script
Id: cif_fix_enum 1527 2010-12-29 10:47:43Z saulius 
;
_cod_original_sg_symbol_H-M      'P -1 '
_cod_original_formula_sum        ' C19 H30 B1 Br1 Cd1 N6 O1 S3 '
_cod_database_code               4310041
loop_
_symmetry_equiv_pos_as_xyz
x,y,z
-x,-y,-z
loop_
_atom_site_label
_atom_site_type_symbol
_atom_site_fract_x
_atom_site_fract_y
_atom_site_fract_z
_atom_site_U_iso_or_equiv
_atom_site_occupancy
_atom_site_adp_type
_atom_site_refinement_flags
_atom_site_attached_hydrogens
Cd1 Cd 0.153831(14) 0.273637(15) 0.25781(1) 0.0202 1.0000 Uani . .
Br1 Br -0.00484(2) 0.44048(2) 0.205005(16) 0.0288 1.0000 Uani . .
O1 O 0.28215(17) 0.18126(17) 0.81599(11) 0.0349 1.0000 Uani . .
B1 B 0.3728(2) 0.0325(2) 0.35424(15) 0.0190 1.0000 Uani . .
H1 H 0.431(2) -0.037(2) 0.3818(16) 0.022(6) 1.0000 Uiso . .
S2 S 0.02101(5) 0.08399(5) 0.31671(3) 0.0201 1.0000 Uani . .
C2 C 0.3895(3) 0.2085(3) 0.88917(19) 0.0411 1.0000 Uani . .
S3 S 0.31210(6) 0.12771(5) 0.14129(3) 0.0248 1.0000 Uani . .
C3 C 0.3519(3) 0.3389(3) 0.96359(18) 0.0399 1.0000 Uani . .
S4 S 0.32427(5) 0.39273(5) 0.39598(3) 0.0216 1.0000 Uani . .
C4 C 0.1942(3) 0.3353(3) 0.94973(19) 0.0482 1.0000 Uani . .
C5 C 0.1573(3) 0.2133(3) 0.8638(2) 0.0478 1.0000 Uani . .
C21 C 0.12604(19) 0.10936(19) 0.41865(13) 0.0169 1.0000 Uani . .
H21 H 0.3941 0.1269 0.9176 0.0514 1.0000 Uiso . .
N22 N 0.08051(17) 0.15618(17) 0.50792(11) 0.0194 1.0000 Uani . .
H22 H 0.4814 0.2264 0.8633 0.0514 1.0000 Uiso . .
C23 C 0.1891(2) 0.1643(2) 0.57377(13) 0.0233 1.0000 Uani . .
C24 C 0.3007(2) 0.1216(2) 0.52445(13) 0.0226 1.0000 Uani . .
N25 N 0.26181(16) 0.08649(17) 0.42758(11) 0.0182 1.0000 Uani . .
C26 C -0.0604(2) 0.1979(2) 0.53088(15) 0.0247 1.0000 Uani . .
C27 C -0.0775(3) 0.3484(2) 0.52753(17) 0.0338 1.0000 Uani . .
C31 C 0.2806(2) -0.0274(2) 0.17253(14) 0.0212 1.0000 Uani . .
H31 H 0.3803 0.3339 1.0294 0.0473 1.0000 Uiso . .
N32 N 0.22193(18) -0.14694(19) 0.11060(12) 0.0262 1.0000 Uani . .
H32 H 0.3971 0.4264 0.9521 0.0473 1.0000 Uiso . .
C33 C 0.2132(2) -0.2536(2) 0.15575(16) 0.0296 1.0000 Uani . .
C34 C 0.2665(2) -0.1981(2) 0.24547(16) 0.0258 1.0000 Uani . .
N35 N 0.30870(16) -0.05731(17) 0.25661(12) 0.0198 1.0000 Uani . .
C36 C 0.1812(2) -0.1623(3) 0.01034(16) 0.0360 1.0000 Uani . .
C37 C 0.3041(3) -0.1931(3) -0.05165(18) 0.0474 1.0000 Uani . .
C41 C 0.46413(19) 0.2944(2) 0.35976(12) 0.0183 1.0000 Uani . .
H41 H 0.1486 0.3197 1.0071 0.0558 1.0000 Uiso . .
N42 N 0.58784(17) 0.35156(17) 0.34252(11) 0.0210 1.0000 Uani . .
H42 H 0.1652 0.4252 0.9381 0.0558 1.0000 Uiso . .
C43 C 0.6788(2) 0.2471(2) 0.31626(14) 0.0234 1.0000 Uani . .
C44 C 0.61060(19) 0.1248(2) 0.31814(14) 0.0222 1.0000 Uani . .
N45 N 0.47614(16) 0.15365(17) 0.34574(11) 0.0188 1.0000 Uani . .
C46 C 0.6186(2) 0.4992(2) 0.34493(15) 0.0270 1.0000 Uani . .
C47 C 0.5743(3) 0.5286(3) 0.25175(18) 0.0403 1.0000 Uani . .
H51 H 0.1193 0.1297 0.8840 0.0533 1.0000 Uiso . .
H52 H 0.0867 0.2397 0.8208 0.0533 1.0000 Uiso . .
H231 H 0.1854 0.1960 0.6447 0.0279 1.0000 Uiso . .
H241 H 0.3957 0.1158 0.5526 0.0278 1.0000 Uiso . .
H261 H -0.0787 0.1896 0.5964 0.0298 1.0000 Uiso . .
H262 H -0.1288 0.1335 0.4836 0.0298 1.0000 Uiso . .
H271 H -0.1744 0.3735 0.5435 0.0400 1.0000 Uiso . .
H272 H -0.0098 0.4134 0.5749 0.0400 1.0000 Uiso . .
H273 H -0.0599 0.3573 0.4622 0.0400 1.0000 Uiso . .
H331 H 0.1746 -0.3529 0.1270 0.0340 1.0000 Uiso . .
H341 H 0.2743 -0.2499 0.2958 0.0315 1.0000 Uiso . .
H361 H 0.1081 -0.2414 -0.0115 0.0401 1.0000 Uiso . .
H362 H 0.1433 -0.0726 0.0040 0.0401 1.0000 Uiso . .
H371 H 0.2734 -0.2031 -0.1196 0.0535 1.0000 Uiso . .
H372 H 0.3425 -0.2829 -0.0460 0.0535 1.0000 Uiso . .
H373 H 0.3776 -0.1142 -0.0305 0.0535 1.0000 Uiso . .
H431 H 0.7773 0.2599 0.2992 0.0285 1.0000 Uiso . .
H441 H 0.6497 0.0301 0.3025 0.0270 1.0000 Uiso . .
H461 H 0.7210 0.5224 0.3572 0.0317 1.0000 Uiso . .
H462 H 0.5682 0.5597 0.3974 0.0317 1.0000 Uiso . .
H471 H 0.5968 0.6302 0.2559 0.0496 1.0000 Uiso . .
H472 H 0.6247 0.4686 0.1988 0.0496 1.0000 Uiso . .
H473 H 0.4718 0.5060 0.2390 0.0496 1.0000 Uiso . .
loop_
_atom_type_symbol
_atom_type_scat_dispersion_real
_atom_type_scat_dispersion_imag
_atom_type_scat_Cromer_Mann_a1
_atom_type_scat_Cromer_Mann_b1
_atom_type_scat_Cromer_Mann_a2
_atom_type_scat_Cromer_Mann_b2
_atom_type_scat_Cromer_Mann_a3
_atom_type_scat_Cromer_Mann_b3
_atom_type_scat_Cromer_Mann_a4
_atom_type_scat_Cromer_Mann_b4
_atom_type_scat_Cromer_Mann_c
_atom_type_scat_source
'C   ' 0.0033 0.0016 2.3100 20.8439 1.0200 10.2075 1.5886 0.5687 0.8650 51.6512
0.2156 International_Tables_Vol_IV_Table_2.2B
'H   ' 0.0000 0.0000 0.4930 10.5109 0.3229 26.1257 0.1402 3.1424 0.0408 57.7998
0.0030 International_Tables_Vol_IV_Table_2.2B
'B   ' 0.0013 0.0007 2.0545 23.2185 1.3326 1.0210 1.0979 60.3498 0.7068 0.1403
-0.1932 International_Tables_Vol_IV_Table_2.2B
'N   ' 0.0061 0.0033 12.2126 0.0057 3.1322 9.8933 2.0125 28.9975 1.1663 0.5826
-11.5290 International_Tables_Vol_IV_Table_2.2B
'S   ' 0.1246 0.1234 6.9053 1.4679 5.2034 22.2151 1.4379 0.2536 1.5863 56.1720
0.8669 International_Tables_Vol_IV_Table_2.2B
'Br  ' -0.2901 2.4595 17.1789 2.1723 5.2358 16.5796 5.6377 0.2609 3.9851
41.4328 2.9557 International_Tables_Vol_IV_Table_2.2B
'Cd  ' -0.8075 1.2024 19.2214 0.5946 17.6444 6.9089 4.4610 24.7008 1.6029
87.4825 5.0694 International_Tables_Vol_IV_Table_2.2B
'O   ' 0.0106 0.0060 3.0485 13.2771 2.2868 5.7011 1.5463 0.3239 0.8670 32.9089
0.2508 International_Tables_Vol_IV_Table_2.2B
loop_
_geom_angle_atom_site_label_1
_geom_angle_site_symmetry_1
_geom_angle_atom_site_label_2
_geom_angle_site_symmetry_2
_geom_angle_atom_site_label_3
_geom_angle_site_symmetry_3
_geom_angle
_geom_angle_publ_flag
S4 . Cd1 . S3 . 101.478(17) yes
S4 . Cd1 . S2 . 103.801(16) yes
S3 . Cd1 . S2 . 101.642(17) yes
S4 . Cd1 . Br1 . 114.304(13) yes
S3 . Cd1 . Br1 . 120.399(14) yes
S2 . Cd1 . Br1 . 113.094(13) yes
C5 . O1 . C2 . 105.44(18) yes
N45 . B1 . N35 . 113.04(15) yes
N45 . B1 . N25 . 111.62(16) yes
N35 . B1 . N25 . 113.08(15) yes
N45 . B1 . H1 . 106.9(12) no
N35 . B1 . H1 . 105.2(12) no
N25 . B1 . H1 . 106.3(12) no
C21 . S2 . Cd1 . 94.55(6) yes
H22 . C2 . H21 . 109.342 no
H22 . C2 . C3 . 110.342 no
H21 . C2 . C3 . 110.362 no
H22 . C2 . O1 . 110.473 no
H21 . C2 . O1 . 110.475 no
C3 . C2 . O1 . 105.8(2) yes
C31 . S3 . Cd1 . 96.74(6) yes
H32 . C3 . H31 . 109.258 no
H32 . C3 . C4 . 111.035 no
H31 . C3 . C4 . 111.116 no
H32 . C3 . C2 . 110.990 no
H31 . C3 . C2 . 110.960 no
C4 . C3 . C2 . 103.4(2) yes
C41 . S4 . Cd1 . 98.30(6) yes
H42 . C4 . H41 . 109.448 no
H42 . C4 . C5 . 110.749 no
H41 . C4 . C5 . 110.606 no
H42 . C4 . C3 . 110.710 no
H41 . C4 . C3 . 110.540 no
C5 . C4 . C3 . 104.7(2) yes
H52 . C5 . H51 . 109.379 no
H52 . C5 . O1 . 110.170 no
H51 . C5 . O1 . 110.000 no
H52 . C5 . C4 . 110.193 no
H51 . C5 . C4 . 110.239 no
O1 . C5 . C4 . 106.8(2) yes
N25 . C21 . N22 . 107.47(16) yes
N25 . C21 . S2 . 129.03(14) yes
N22 . C21 . S2 . 123.49(14) yes
C26 . N22 . C23 . 125.16(16) yes
C26 . N22 . C21 . 125.47(17) yes
C23 . N22 . C21 . 109.31(16) yes
H231 . C23 . C24 . 126.583 no
H231 . C23 . N22 . 126.536 no
C24 . C23 . N22 . 106.88(16) yes
H241 . C24 . N25 . 125.785 no
H241 . C24 . C23 . 125.778 no
N25 . C24 . C23 . 108.44(17) yes
C21 . N25 . C24 . 107.90(15) yes
C21 . N25 . B1 . 133.29(16) yes
C24 . N25 . B1 . 118.81(16) yes
H262 . C26 . H261 . 109.419 no
H262 . C26 . C27 . 109.050 no
H261 . C26 . C27 . 109.067 no
H262 . C26 . N22 . 108.923 no
H261 . C26 . N22 . 108.952 no
C27 . C26 . N22 . 111.41(17) yes
H273 . C27 . H272 . 109.571 no
H273 . C27 . H271 . 109.482 no
H272 . C27 . H271 . 109.461 no
H273 . C27 . C26 . 109.473 no
H272 . C27 . C26 . 109.453 no
H271 . C27 . C26 . 109.388 no
N35 . C31 . N32 . 107.52(17) yes
N35 . C31 . S3 . 129.54(15) yes
N32 . C31 . S3 . 122.92(15) yes
C36 . N32 . C33 . 125.28(18) yes
C36 . N32 . C31 . 125.33(19) yes
C33 . N32 . C31 . 109.32(18) yes
H331 . C33 . C34 . 126.877 no
H331 . C33 . N32 . 126.440 no
C34 . C33 . N32 . 106.68(18) yes
H341 . C34 . N35 . 125.695 no
H341 . C34 . C33 . 125.536 no
N35 . C34 . C33 . 108.77(18) yes
C31 . N35 . C34 . 107.70(17) yes
C31 . N35 . B1 . 132.85(16) yes
C34 . N35 . B1 . 119.44(16) yes
H362 . C36 . H361 . 109.519 no
H362 . C36 . C37 . 108.919 no
H361 . C36 . C37 . 109.102 no
H362 . C36 . N32 . 109.016 no
H361 . C36 . N32 . 109.081 no
C37 . C36 . N32 . 111.2(2) yes
H373 . C37 . H372 . 109.457 no
H373 . C37 . H371 . 109.528 no
H372 . C37 . H371 . 109.365 no
H373 . C37 . C36 . 109.595 no
H372 . C37 . C36 . 109.404 no
H371 . C37 . C36 . 109.477 no
N45 . C41 . N42 . 107.54(16) yes
N45 . C41 . S4 . 129.41(14) yes
N42 . C41 . S4 . 123.02(15) yes
C46 . N42 . C43 . 124.76(17) yes
C46 . N42 . C41 . 125.70(17) yes
C43 . N42 . C41 . 109.43(16) yes
H431 . C43 . C44 . 126.483 no
H431 . C43 . N42 . 126.292 no
C44 . C43 . N42 . 107.23(16) yes
H441 . C44 . N45 . 126.071 no
H441 . C44 . C43 . 125.912 no
N45 . C44 . C43 . 108.02(17) yes
C41 . N45 . C44 . 107.78(16) yes
C41 . N45 . B1 . 132.46(16) yes
C44 . N45 . B1 . 119.76(16) yes
H462 . C46 . H461 . 109.575 no
H462 . C46 . C47 . 108.973 no
H461 . C46 . C47 . 108.867 no
H462 . C46 . N42 . 108.912 no
H461 . C46 . N42 . 108.886 no
C47 . C46 . N42 . 111.61(17) yes
H473 . C47 . H472 . 109.380 no
H473 . C47 . H471 . 109.541 no
H472 . C47 . H471 . 109.616 no
H473 . C47 . C46 . 109.353 no
H472 . C47 . C46 . 109.455 no
H471 . C47 . C46 . 109.483 no
loop_
_geom_bond_atom_site_label_1
_geom_bond_site_symmetry_1
_geom_bond_atom_site_label_2
_geom_bond_site_symmetry_2
_geom_bond_distance
_geom_bond_publ_flag
Cd1 . S4 . 2.5339(5) yes
Cd1 . S3 . 2.5370(5) yes
Cd1 . S2 . 2.5568(5) yes
Cd1 . Br1 . 2.5517(2) yes
O1 . C5 . 1.423(3) yes
O1 . C2 . 1.420(3) yes
B1 . N45 . 1.546(3) yes
B1 . N35 . 1.548(3) yes
B1 . N25 . 1.557(3) yes
B1 . H1 . 1.06(2) no
S2 . C21 . 1.7200(19) yes
C2 . H22 . 1.001 no
C2 . H21 . 1.000 no
C2 . C3 . 1.519(4) yes
S3 . C31 . 1.722(2) yes
C3 . H32 . 1.001 no
C3 . H31 . 1.002 no
C3 . C4 . 1.524(4) yes
S4 . C41 . 1.7239(19) yes
C4 . H42 . 0.999 no
C4 . H41 . 1.002 no
C4 . C5 . 1.504(4) yes
C5 . H52 . 1.000 no
C5 . H51 . 1.001 no
C21 . N25 . 1.349(2) yes
C21 . N22 . 1.359(2) yes
N22 . C26 . 1.468(2) yes
N22 . C23 . 1.378(3) yes
C23 . H231 . 1.001 no
C23 . C24 . 1.343(3) yes
C24 . H241 . 1.001 no
C24 . N25 . 1.393(2) yes
C26 . H262 . 1.000 no
C26 . H261 . 1.000 no
C26 . C27 . 1.515(3) yes
C27 . H273 . 0.999 no
C27 . H272 . 1.000 no
C27 . H271 . 1.001 no
C31 . N35 . 1.355(2) yes
C31 . N32 . 1.360(2) yes
N32 . C36 . 1.464(3) yes
N32 . C33 . 1.381(3) yes
C33 . H331 . 1.001 no
C33 . C34 . 1.346(3) yes
C34 . H341 . 1.001 no
C34 . N35 . 1.390(2) yes
C36 . H362 . 1.001 no
C36 . H361 . 0.999 no
C36 . C37 . 1.513(3) yes
C37 . H373 . 0.999 no
C37 . H372 . 1.001 no
C37 . H371 . 1.000 no
C41 . N45 . 1.361(2) yes
C41 . N42 . 1.352(2) yes
N42 . C46 . 1.461(3) yes
N42 . C43 . 1.378(3) yes
C43 . H431 . 1.000 no
C43 . C44 . 1.349(3) yes
C44 . H441 . 1.000 no
C44 . N45 . 1.395(2) yes
C46 . H462 . 0.999 no
C46 . H461 . 1.000 no
C46 . C47 . 1.513(3) yes
C47 . H473 . 1.001 no
C47 . H472 . 1.000 no
C47 . H471 . 0.998 no
